HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzylamine → tert-Butyl cis(+/-)-4-(benzylamino)-3-ethoxypiperidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzylamine | HCID 7504 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | Tert-butyl 3-ethoxy-4-oxopiperidine-1-carboxylate | HCID 68406177 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | tert-Butyl cis(+/-)-4-(benzylamino)-3-ethoxypiperidine-1-carboxylate | HCID 86648597 | 86.7% |
Reaction Steps
The same operation as in Example (90c) was performed using tert-butyl 3-ethoxy-4-oxopiperidine-1-carboxylate obtained in Example (90b) (3.4 g, 14 mmol), benzylamine (1.65 g, 15.4 mmol), sodium (triacetoxy)borohydride (5.93 g, 28 mmol) and 1,2-dichloroethane (40 mL). The resulting residue was purified by silica gel column chromatography (elution solvent: hexane/ethyl acetate=4/1, 1/1, 1/3, 0/1) to obtain 4.06 g of the title compound as a colorless oily substance (87%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08536197B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-b24c6aeb716845e09f2ea0018becade1 |
| Source note | uspto-grants-2013_09 |